Sophisticated Workwear
Sophisticated workwear is your secret weapon for conquering the boardroom and beyond with grace and flair. Think power moves wrapped in chic silhouettes that scream confidence without saying a word. Whether you're bossing up in tailored blazers or making an entrance in sleek pencil skirts, these styles are all about blending professionalism with a splash of personal pizzazz. Elevate your 9-to-5 look with pieces that effortlessly transition from meetings to meet-ups, because who says you can't look fabulous while climbing the corporate ladder? Let's turn that office corridor into your very own runway, Windsor girl!
$26.90
A tan faux leather wedge featuring a trendy metal toe ring and strappy square-toe design.
$39.90
A chic pair of black high-rise skinny pants in coated faux leather with minimal stretch.
$39.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$35.90
A chic ivory ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$32.90
A chic pair of sage crepe trousers featuring a high-rise waist and flattering wide-leg silhouette.
$49.90
A chic black woven blazer with striped cuffs and a relaxed, polished silhouette.
$42.90
A chic pair of rose high-rise trouser pants with a wide-leg silhouette and side pockets.
$52.90
A chic ivory woven longline vest featuring a lapel collar, double-breasted buttons, and a belted waist.
$24.90
A chic black crepe blazer with a cropped hem, lapel collar, and plenty of stretch.
$49.90
An ivory woven blazer with ruched sleeves and a relaxed slim-fit silhouette for stylish occasions.
$69.90
An ivory eyelet lace blazer with a double-breasted design and relaxed fit for chic workwear.
$59.90
A beige woven duster trench coat featuring a belted waist and hidden side pockets.
$34.90 - $42.90
A brown crepe halter jumpsuit featuring a plunging neckline, waist cutout, and flattering straight-leg fit.
$19.97 $54.90 64% off
A chic burgundy formal dress with sheer mesh sleeves, high slit, and curve-hugging silhouette.
$39.90
An ivory bolero with faux fur cuffs and collar, crafted from smooth rib knit fabric.
$19.90
A chic black knit mini skirt with a high-rise elastic waist and sultry side slit.
$46.90
A sleek black bodycon midi dress with a square neckline and stretchy double-lined knit fabric.
$74.90
A navy blue mermaid dress with a tie-back design, high slit, and stretchy knit fabric.
$42.90
A navy blue velvet midi dress with a sleeveless sweetheart neckline and pleated bodice.
$39.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$9.97 $52.90 81% off
A chic black chiffon off-the-shoulder dress with a form-hugging silhouette and elegant front slit.
$49.90
A natural linen-blend jumpsuit featuring a belted waist, cargo pockets, and a chic wide-leg silhouette.
$44.90
A grey ribbed knit midi dress with a sweetheart neckline and twist accent, perfect for casual outings.
$9.97 $38.90 74% off
A brown knit bodycon midi dress with flare cuff sleeves and a stylish V-neckline.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$39.90
A stylish brown faux leather pant with a high-rise waist and flared hem for trendsetting looks.
$38.90
A brown knit bodycon midi dress with ruched detailing and a sleeveless sweetheart neckline.
$42.90
A chic black crepe mini dress featuring a sleeveless square neckline and faux flap pockets.
$44.90
A sleek black faux leather cropped blazer with a relaxed fit and smooth woven lining.
$62.90
A chic black faux leather jumpsuit with a plunging v-neckline and wide-leg hem.
$24.90
An ivory crepe bolero with fitted long sleeves and an open front for a polished look.
$19.97 $84.90 76% off
A sophisticated black strapless A-line dress with side ruching and a high front slit.
$54.90
A chic oversized brown faux leather blazer with a lapel collar and single button closure.
$14.97 $79.90 81% off
A black velvet formal dress featuring a cowl neckline, beaded applique, and a high front slit.
$24.97 $59.90 58% off
An elegant black crepe formal dress with off-the-shoulder design and flattering slim silhouette.
$35 $49.90 30% off
A wine-colored crepe formal dress featuring a V-neckline, ruffle trim, and high front slit.
$10.90
A gold-tone watch band bracelet with a stretchy fit, perfect for elevating workwear or dressy looks.
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Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: M | Leather
In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: M
These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric
Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: L
These breezy woven palazzo pants will give off those effortless weekend vibes with their relaxed, wide-leg silhouette. Style with the matching tie-front crop top for a chic look. Shop Matching Top: Weekend Vibes Tie-Front Crop TopFit & FeaturesWoven fabric, High-rise waist, Dual front pockets, Pleating, Flowy wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Vibes Wide-Leg Palazzo Pants in Ivory | Size: L | Woven Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Black | Size: XS | Chiffon/Knit Fabric/Woven Fabric
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 5 | Leather
No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric
A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: L
Sophisticated Workwear
When you’re leveling up your workwear game, it’s all about balancing that boss energy with a little bit of your own personal flair—because, let’s be real, the office is just another runway and you deserve to make every hallway your catwalk. Sophisticated workwear isn’t just about ticking boxes for dress codes or looking “presentable” for the next big meeting. It’s about feeling unstoppable, whether you’re running the boardroom, heading out for a power lunch, or dashing from your desk to after-hours plans with your crew. Think polished separates, sleek blazers, and chic skirts that move with you (not against you) when you’re hustling through your busiest days. The right workwear lets you show up for yourself, not just your job—because confidence is the real dress code. It’s the subtle details that make all the difference: a perfectly tailored fit, a pop of color that says “I’m here to slay,” or luxe textures that feel as good as they look. And if you’re gifting, sophisticated workwear is a total power move for a friend who’s just landed a new job, scored a big promotion, or is simply ready to own her space. Picture her unwrapping a crisp blazer or a statement skirt—she’ll feel seen, celebrated, and ready to conquer her next big moment.
Choosing your signature workwear vibe means thinking about more than just style—you want pieces that actually work as hard as you do. Breathable fabrics and easy-care materials make those long days feel lighter, and clever layering pieces mean you’re prepped for every temp swing from your icy office AC to a sun-drenched coffee run. Don’t sleep on the power of a great blouse or a structured dress to instantly polish up your look, or the way a pair of tailored trousers can make you feel like you’ve got your life together (even if you hit snooze three times this morning). For the Windsor girl who’s got her eye on the prize, it’s all about versatility: mix-and-match essentials that go from nine-to-five to whatever’s next on your calendar. And hey, if your work hustle leans a little more hands-on, there’s a whole world of options inspired by china safety clothing Windsor Ontario style—think functional details that don’t sacrifice your aesthetic for practicality. Whether you’re gifting a wardrobe refresh to your favorite go-getter or treating yourself to a little confidence boost, sophisticated workwear is the ultimate way to say, “You’ve got this.”
Ready to turn your office style into a power statement? The best part is, you don’t have to do it alone. Your ride-or-die bestie (that’s us, by the way) is here to help you curate a wardrobe that’s as unstoppable as you are. From day-one interviews to major presentations and every coffee break in between, your workwear should hype you up and keep the good vibes rolling. If you’re looking for even more inspo or want to stack your closet with the latest must-haves, check out our Trendy Work Wear page for all the looks that’ll have you feeling like the main character at work and beyond. Because when you show up in styles that make you feel powerful, there’s nothing you can’t handle—no permission slips required.